Executive Assistant to #1 Top-Producing Real Estate Agent

Century 21 Cityside; Boston (MA); On-site; USD 65,000 - 90,000; Full time

Job summary

CENTURY 21 Cityside in Boston, MA seeks an elite Executive Real Estate Assistant to support the #1 Century 21 Agent in Massachusetts. This is a fast-paced, highly proactive role requiring exceptional organizational and interpersonal skills.

The position offers mentorship at the highest level and significant on-ground duties including open houses, listings, and transactional support. Local candidates only; compensation is salary-based with bonus potential.

Qualifications

• Experience in executive-level assistance, especially in high-end real estate operations.
• Must excel in fast-paced, direct-feedback environments with minimal briefing.
• Strong calendar, email, and logistics coordination skills.

Responsibilities

• Coordinate listings from contract to live, including photography and MLS listings.
• Attend and oversee on-site activities: walk-throughs, inspections, closings.
• Schedule and perform open houses and private showings across Greater Boston.
• Manage complex calendars and high-volume email with extreme attention to detail.
• Handle personal admin tasks (parking, errands) to keep the agent focused on production.
• Liaise with clients, vendors, and the agent to ensure premium service at all touchpoints.

Skills

Anticipatory Mindset

Executive-level assistance

Proactive Nature

Communication

Logistics

Self-starter

Tools

MLS

Dotloop/DocuSign

Calendar management

Job description

We are seeking an elite-level Executive Real Estate Assistant to support the #1 Century 21 Agent in Massachusetts. This is not a standard 9-to-5 support role; this is a fast-paced position designed for a sharp, proactive professional who thrives in an environment of excellence and rapid execution.

The Role

You will serve as the strategic right hand to a high-velocity top producer. This position requires a professional who excels in a direct, efficiency-focused communication environment and can pivot at a moment’s notice without the need for manual oversight.

We are looking for an individual with high emotional intelligence who views high-pressure scenarios as an opportunity to demonstrate their problem-solving skills. In exchange, this role offers unparalleled access to world-class mentorship and a front-row seat to the highest level of real estate execution.

Preferred Start Date: ASAP

Schedule: Full-Time. Local candidates only—this role requires significant "boots on the ground" activity.

Compensation: Competitive salary based on experience; salary range includes bonus potential.

Key Responsibilities

• Listing Coordination: From contract to "Live"—coordinate photography, receive assets, build MLS listings for approval, and manage the rollout of high-profile properties.
• Operational Execution: Attend and oversee walk-throughs, photography sessions, smoke/CO inspections, home inspections, closings, and any other on-site transaction items.
• Field Support: Schedule and execute open houses and private showings throughout Boston and the surrounding areas.
• Executive Support: Manage a complex, ever-changing calendar and high-volume email inbox with extreme attention to detail.
• Personal Assistance: Handle essential personal admin tasks, including managing parking logistics/tickets, errands, and other activities required to keep the agent’s focus on production.
• Client Advocacy: Act as a professional liaison between the agent, clients, and vendors, ensuring a premium experience at every touchpoint.

Preferred Qualifications

• An Anticipatory Mindset: Ability to assess a situation and execute immediately with total accuracy and minimal briefing.
• Experience: Previous experience in executive-level assistance and high-end real estate operations is strongly preferred.
• Tech Savvy: Proficiency in MLS, Dotloop/DocuSign, and high-level calendar management.
• Communication: Exceptional written and verbal skills; ability to thrive in a fast-paced, direct-feedback culture.
• Proactive Nature: You are a self-starter who finds solutions before they become problems.
• Logistics: Reliable transportation is a must, as the role requires frequent travel to listings throughout Greater Boston. Comfortable driving and parking in a downtown city setting.

About Us

Established in 1979, CENTURY 21 Cityside is family-owned and operated, located in Back Bay's Copley Square. CENTURY 21 Cityside has helped over 20,000 clients and investors sell, buy, and lease property, with over $1.7B sold.

Our 30+ sales associates provide innovative and powerful global marketing, bringing the best price, terms and customer service to our sellers. We are also passionately committed to helping clients and their families succeed in renting or buying their dream home.